[(2S,3S,4R,5R,6R)-5-acetyloxy-6-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-methyl-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate

Details

• Internal ID: 0e5af45a-932b-4ab0-bd4b-cec4820fd4ec
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4R,5R,6R)-5-acetyloxy-6-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-methyl-4-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)OC(=O)C)OC6C(C(C(C(O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)OC(=O)C)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C43H50O24/c1-15-34(60-18(4)45)38(67-43-40(63-21(7)48)37(61-19(5)46)33(16(2)58-43)59-17(3)44)39(62-20(6)47)42(57-15)56-14-27-29(52)31(54)32(55)41(65-27)66-36-30(53)28-25(51)12-24(50)13-26(28)64-35(36)22-8-10-23(49)11-9-22/h8-13,15-16,27,29,31-34,37-43,49-52,54-55H,14H2,1-7H3/t15-,16-,27+,29+,31-,32+,33-,34-,37+,38+,39+,40+,41-,42+,43-/m0/s1
• InChI Key: BDSBDFMORMRKJV-CRUVEKOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₀O₂₄
• Molecular Weight: 950.80 g/mol
• Exact Mass: 950.26920246 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 24
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5722	57.22%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.7105	71.05%
OATP1B1 inhibitior	+	0.8453	84.53%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6788	67.88%
P-glycoprotein inhibitior	+	0.7383	73.83%
P-glycoprotein substrate	+	0.5872	58.72%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9477	94.77%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.9484	94.84%
CYP2D6 inhibition	-	0.9669	96.69%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.8244	82.44%
CYP inhibitory promiscuity	-	0.8269	82.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3916	39.16%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7614	76.14%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.8012	80.12%
Androgen receptor binding	+	0.7003	70.03%
Thyroid receptor binding	+	0.5412	54.12%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.7665	76.65%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9438	94.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.28%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.02%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.97%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.57%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	94.01%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.67%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.58%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.97%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.95%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.19%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.05%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.23%	81.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.27%	94.42%
CHEMBL4208	P20618	Proteasome component C5	80.39%	90.00%

Plants that contains it

• Camellia reticulata
• Camellia semiserrata

Cross-Links

• PubChem: 102476664
• LOTUS: LTS0115798
• wikiData: Q104924651